Head of Finance, Canada

Company shown to members 🔒 · Remote · Canada only

Canada onlySeniorCA$212K/yrPublished 9 June 2026Check carefully

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
Canada only
Skills and tools
documentation, compliance, sla, cpa

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Job details

Where you can work
Canada
Employment type
Not stated by the employer
Advertised pay
CA$212K/yr
Experience
Senior
Employer publication date
9 June 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

Ready to do the most impactful work of your career? At  the company , we are uncompromising on our mission to increase economic freedom. The bar is high, the environment is intense, and we like it that way. This isn't a place for complacency, it’s a place to be pushed past your perceived limits. If you're ready to build the future of finance alongside people who refuse to settle for "good enough," you belong here. The company is a remote-first, but not remote-only company. Expect to get together quarterly for intense in-person working sessions called “surges.”  Learn more about working at the company .

The company Canada is seeking a Head of Finance, Canada to lead the financial and regulatory reporting function for our Canadian regulated business. Reporting to the Director of Reporting and Technical Policy within the Accounting organization, you will serve as the enterprise Finance authority for Canadian reporting, regulatory capital, and OSC and CIRO submissions.

This strategic leadership role defines the target-state operating model, sets scalable reporting and control standards, and represents Finance with senior leaders, the Board, the OSC, and CIRO. The role requires direct ownership of both Form 31-103F1 and CIRO Form 1, from data sourcing through review, submission, and remediation.

What You’ll Do

  • Own the strategy, governance, and process architecture for the company Canada’s financial and regulatory reporting function.
  • Lead audit-ready preparation of Form 31-103F1, CIRO Form 1, and applicable OSC and CIRO submissions.
  • Set standards for IFRS books, parallel ledgers, reconciliations, capital calculations, and supporting documentation.
  • Represent Finance in OSC and CIRO examinations, inquiries, meetings, filings, and remediation matters.
  • Advise executives and the Board on financial performance, regulatory capital, liquidity, control health, and emerging risks.
  • Partner across Tax, Treasury, Legal, Compliance, Operations, Product, and Technology to align reporting, capital, liquidity, and strategy.
  • Build organizational capability through talent development, succession planning, outsourced-provider governance, and KPI/SLA accountability.
  • Drive responsible automation and AI adoption that improves reporting quality, efficiency, control effectiveness, and auditability.

Required Skills and Experience

  • 13+ years of progressive finance, accounting, or regulatory reporting experience within a Canadian investment dealer, securities dealer, bank, fintech, regulator, or professional services firm.
  • 5+ years of direct ownership and preparation of both CIRO Form 1 and Form 31-103F1 for a Canadian regulated entity.
  • Direct experience managing the filing lifecycle, including calculations, accounting judgments, review and sign-off, submission, regulator follow-up, and remediation.
  • Experience in a self-clearing or introducing broker-dealer environment, with expertise in dealer capital adequacy, regulatory capital, liquidity, and related controls.
  • CPA or equivalent accounting designation required.
  • Expert knowledge of IFRS, NI 31-103, Form 31-103F1, CIRO capital adequacy, and Canadian securities-regulatory reporting.
  • Demonstrated enterprise-level leadership, regulator-facing judgment, executive communication, and Board influence.
  • Utilizes generative AI responsibly, maintaining human oversight to deliver business-ready outputs and drive measurable improvements in workflow efficiency, cost, and quality.

Position ID: P75564

#LI-Remote

Pay Transparency Notice: The target annual base salary for this position can range as detailed below. Total compensation may also include equity and bonus eligibility and benefits (including medical, dental, and vision).

Annual base salary range (excluding equity and bonus)

$212,200 — $212,200 CAD

  • Application Limit: Candidates may submit a maximum of 3 applications within a 6-month period.
  • Equal Opportunity Employer: the company is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or genetic information. Applicants with criminal histories will be considered consistent with applicable federal, state, and local laws.
  • US Applicants: View Employee Rights , Know Your Rights , and E-Verify Notice of Participation.
  • Accommodations: If you are an individual with a disability who needs a reasonable accommodation, email us your request and contact info at accommodations[at]the company.com. Need screen reading technology? Click here to download a free compatible screen reader and view the tutorial .
  • Data Privacy & Arbitration: By submitting your application, you agree to our Candidate Privacy Notice . US applicants: By submitting your application, you agree to Arbitration of Disputes .

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